Medium-scale archaeological phenomena (large settlements, landscape features and infrastructural systems, road networks, etc.) pose significant challenges to archaeological documentation. Traditionally, such features are mapped either schematically or via labor-intensive (or otherwise costly) high-resolution methods. The advent of inexpensive, packable unmanned aerial vehicles (UAVs) and lighter-than-air platforms, combined with increasingly sophisticated photogrammetric and mobile geographic information system (GIS) software systems, presents opportunities for improving on these compromises. Here, we present results from test flights and photogrammetric mapping using UAVs and a meteorological balloon, combined with mobile GIS-based attribute registry of architectonic features at a large, complex colonial planned settlement (Mawchu Llacta de Tuti) in highland colonial Peru. First, the operating parameters of UAVs are presented, as well as the imagery capture and photogrammetric processing work flows. Second, we provide an overview of the tablet-based mobile GIS system used to digitize a site plan (based on the imagery from the UAV) and register architectural attributes from each building. The results from initial testing suggest that in the near future, such combined close-range photogrammetry and mobile GIS-based systems will significantly enhance and expedite high-resolution data registry of a wide range of archaeological features, sites, and landscapes.